Sodium Methoxide → HCID 67288796, compound

HRID 1626496Notes

Reaction equation

HRID 1626496 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[O:12][C:13]1[CH:18]=[CH:17][C:16]([C:19](=[O:33])[NH:20][C:21]3[CH:22]=[N:23][N:24]([C:26]4[CH:31]=[CH:30][CH:29]=[C:28]([Cl:32])[CH:27]=4)[CH:25]=3)=[CH:15][CH:14]=1)[O:8][CH2:7][CH2:6][CH:5]2[C:34]([OH:36])=[O:35].C[O-].[Na+:39]>CO>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[O:12][C:13]1[CH:14]=[CH:15][C:16]([C:19](=[O:33])[NH:20][C:21]3[CH:22]=[N:23][N:24]([C:26]4[CH:31]=[CH:30][CH:29]=[C:28]([Cl:32])[CH:27]=4)[CH:25]=3)=[CH:17][CH:18]=1)[O:8][CH2:7][CH2:6][CH:5]2[C:34]([O-:36])=[O:35].[Na+:39]

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 67288797HCID 67288797, compound

Product 1

HCID 67288796HCID 67288796, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

6-chloro-7-(4-(1-(3-chlorophenyl)-1H-pyrazol-4-ylcarbamoyl)phenoxy)chroman-4-carboxylic acid (250 mg, 0.48 mmol) was dissolved in methanol (5 ml) and treated with 0.5 N sodium methoxide in methanol (0.954 ml, 0.48 mmol) at ambient temperature. After 30 minutes, the reaction was concentrated in vacuo, triturated with ethyl acetate and hexanes, and dried under high vacuum to provide the title compound (240 mg, 92%) as a white solid. MS (apci)=526.0 (M-Na+2H)

Workup

  1. concentrationthe reaction was concentrated in vacuo
  2. customtriturated with ethyl acetate and hexanes
  3. customdried under high vacuum

Sources & evidence

ORD record
ord-47295e1cdadf4835ae59db8a6e085167
Source dataset
uspto-grants-2014_07
Patent number
US08785445B2

Reaction notes

Loading…